文献类型：期刊文献

英文题名：Construction of multiple bonds via a domino reaction of trifluoroacetimidoyl nitriles with in situ generated bis-nucleophiles

作者：Li, Deng-Yuan[1,2];Chen, Jia-Yan[1,2];Feng, Da-Fu[1,2];Chen, Shuang[1,2];Xu, Xian-Kuan[1,2];Dang, Li[3,4];Liu, Pei-Nian[1,2]

机构：[1]East China Univ Sci & Technol, Key Lab Adv Mat, Shanghai Key Lab Funct Mat Chem, Meilong Rd 130, Shanghai 200237, Peoples R China;[2]East China Univ Sci & Technol, Sch Chem & Mol Engn, Meilong Rd 130, Shanghai 200237, Peoples R China;[3]Shantou Univ, Dept Chem, Shantou 515063, Guangdong, Peoples R China;[4]Shantou Univ, Key Lab Preparat & Applicat Ordered Struct Mat Gu, Shantou 515063, Guangdong, Peoples R China

年份：2020

卷号：56

期号：59

起止页码：8222

外文期刊名：CHEMICAL COMMUNICATIONS

收录：;EI(收录号：20203309053021);WOS:【SCI-EXPANDED(收录号:WOS:000553974400008)，CCR-EXPANDED(收录号:WOS:000553974400008)】；

基金：This work was supported by the National Natural Science Foundation of China (Project No. 91845110, 21672059 and 21925201), the Program of the Shanghai Committee of Science and Technology (Project No. 18520760700) and the Program for Eastern Scholar Distinguished Professor.

语种：英文

外文关键词：Design for testability - Transition metals - Cyanides - Reaction kinetics

摘要：A transition-metal-free double addition/double rearrangement domino reaction affording CF3-substituted pyrimidines was developed, which enables the one-pot construction of five new bonds, namely three C-C bonds and two C-N bonds. The keys to achieve this highly efficient reaction include the delicate design of the bis-nucleophilesin situgenerated from the dimerization of alkyl nitriles and the use of trifluoroacetimidoyl nitriles containing C=N, C=N, and CF(3)groups as the reactant. The mechanistic studies by the experiments and DFT calculations reveal that the transformation involves two addition and two unprecedented rearrangement processes.